4-(1-Hydroxyethyl)-1,8-dimethyl-9,10-dihydrophenanthrene-2,7-diol

Details

• Internal ID: fb4fd75d-c8a1-489c-85f2-985fd1b1e8e0
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
• IUPAC Name: 4-(1-hydroxyethyl)-1,8-dimethyl-9,10-dihydrophenanthrene-2,7-diol
• SMILES (Canonical): CC1=C(C=CC2=C1CCC3=C2C(=CC(=C3C)O)C(C)O)O
• SMILES (Isomeric): CC1=C(C=CC2=C1CCC3=C2C(=CC(=C3C)O)C(C)O)O
• InChI: InChI=1S/C18H20O3/c1-9-12-4-5-13-10(2)17(21)8-15(11(3)19)18(13)14(12)6-7-16(9)20/h6-8,11,19-21H,4-5H2,1-3H3
• InChI Key: YDWYZJSYJDBYIX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₃
• Molecular Weight: 284.30 g/mol
• Exact Mass: 284.14124450 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.6824	68.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7851	78.51%
OATP2B1 inhibitior	-	0.5610	56.10%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6879	68.79%
P-glycoprotein inhibitior	-	0.9415	94.15%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	-	0.5508	55.08%
CYP2C9 substrate	-	0.5670	56.70%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8792	87.92%
CYP2C9 inhibition	-	0.5953	59.53%
CYP2C19 inhibition	-	0.6054	60.54%
CYP2D6 inhibition	-	0.8734	87.34%
CYP1A2 inhibition	+	0.9020	90.20%
CYP2C8 inhibition	-	0.8172	81.72%
CYP inhibitory promiscuity	+	0.5730	57.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7411	74.11%
Carcinogenicity (trinary)	Non-required	0.5274	52.74%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.8097	80.97%
Skin irritation	-	0.5397	53.97%
Skin corrosion	-	0.8615	86.15%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6918	69.18%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7935	79.35%
Acute Oral Toxicity (c)	III	0.7307	73.07%
Estrogen receptor binding	-	0.5408	54.08%
Androgen receptor binding	+	0.5482	54.82%
Thyroid receptor binding	+	0.7159	71.59%
Glucocorticoid receptor binding	+	0.8310	83.10%
Aromatase binding	-	0.7091	70.91%
PPAR gamma	+	0.7420	74.20%
Honey bee toxicity	-	0.9552	95.52%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.23%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	94.84%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.20%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.52%	93.40%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	90.18%	91.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.03%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.97%	95.56%
CHEMBL2535	P11166	Glucose transporter	87.52%	98.75%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.47%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.21%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.90%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.28%	89.00%

Plants that contains it

• Juncus effusus

Cross-Links

• PubChem: 10826919
• LOTUS: LTS0239746
• wikiData: Q105347080